Hilton Head Vacation Rentals

Welcome to Hilton Head, where unforgettable experiences await in one of America's most cherished coastal retreats. With Vacation Homes of Hilton Head, you’ll find luxury Hilton Head vacation rentals equipped with top notch amenities to make your vacation as enjoyable as possible. Take your pick between smaller villas to large rental homes throughout Hilton Head Island in Singleton Beach, Burkes Beach, Folly Field Beach and Palmetto Dunes.

Ready to embark on a memorable vacation? Explore our selection of Hilton Head rentals today and find the perfect base for your island adventure. Book now and step into a world of relaxation, recreation, and rejuvenation in Hilton Head Island.

Properties Available 59 properties available
9 Sandy Beach Trail, Hilton Head Island. Welcome to your custom-built vacation home! This stunning property features an open-concept layout with the kitchen, living, and dining areas facing the pool, creating a seamless indoor-outdoor experience for the whole family. The game room in the garage and top-floor living room provide plenty of options fo
Hot HOT 51
9 Sandy Beach Trail
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 21 guests
Rating 4.9 (60)
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers a perfect getaway. With a spacious patio area featuring a secondary fridge, ample seating, pool, private gas grill, and TV, it's ideal for hosting family gatherings on warm summer evenings. Plus, its proximity to the beach, s
Hot HOT 25
5 Henry Lane
Singleton Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 4.8 (74)
32 Corrine Lane is a beautifully decorated 6-bedroom, 6-bath open concept home that is truly a luxurious retreat for families or large groups. The presence of three primary king bedroom suites, private balconies and a private pool ensure that guests can enjoy both comfort and entertainment in their private spaces. The kitchen and living areas
Hot HOT 35
32 Corine Lane
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 15 guests
Rating 4.9 (78)
19 Singleton Beach Place, Hilton Head Island, is a 6 bedroom, 6.5 bathroom oceanfront home with a private pool and boardwalk, elevator, and chef's kitchen. This property offers a luxurious retreat for vacationers and includes up to $1000 in FREE activities with every reservation. The breathtaking ocean views, upscale finishes, and elegant d&eac
Hot HOT 23
19 Singleton Beach Place
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 16 guests
Rating 4.9 (95)
35 Full Sweep, Hilton Head Island is a recently renovated 5-bedroom/5-bathroom home, located inside Palmetto Dunes Plantation, features a large private pool and new furniture throughout. With 3 King Primary bedrooms, each with private en-suite bathrooms, and a fourth bedroom with a pullout sofa and work space, it accommodates various needs. The lar
Hot HOT 54
35 Full Sweep
Palmetto Dunes
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.8 (37)
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
Hot HOT 24
4 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.6 (60)
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is
Hot HOT 62
2 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.8 (87)
4 Surf Watch Way is a magnificent 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests making it perfect for family reunions or large gatherings. Outside, a fantastic deck overlooks the pool and spa, with a fully fenced turf yard providing privacy for both children and pets. Take advantage of the yard games and cool off in the b
Hot HOT 79
4 Surfwatch Way
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 18 guests
Rating 4.9 (103)
49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a wonderful vacation experience with its spacious and beautifully decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub, providing ample opportunity for relaxation and enjoyment. Additionally, the private sitting dock overlook
Hot HOT 15
49 Off Shore Drive
Palmetto Dunes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (73)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 56
10 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 16 guests
Rating 4.9 (69)
Welcome to 12 Sea Front Lane, an exquisite oceanfront estate located in the prestigious Burkes Beach neighborhood of Hilton Head Island, SC. This expansive property boasts 7 bedrooms and 7 bathrooms, comfortably accommodating up to 22 guests. Each room is designed to offer a serene and sophisticated ambiance, perfect for relaxation and rejuvenation
Hot HOT 70
12 Sea Front Lane
Burkes Beach Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 22 guests
31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its finest. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon entering, guests are greeted by a seamless open floor plan that effortlessly blends the chef's k
Hot HOT 94
31 Singleton Beach Place
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 2 half baths
Guests 20 guests
Rating 4.9 (127)

Tell us what you're looking for and someone will contact you with available options.

I agree